Structure via PubChem · Public domain (PubChem)
Rhizoxin
Sign in to saveRhizoxin is an antimitotic agent with anti-tumor activity. It is isolated from the fungus Rhizopus microsporus which causes rice seedling blight.
In the Vinony graph
Vinony's link graph records 8 inbound references to Rhizoxin, and connects out to fungi, eukaryote and digital object identifier.
It is catalogued under topics including Chembox image size set, Epoxides and Macrolides.
Vinony links it to 6 Wikipedia language editions.
Chemical data
- Formula
- C35H47NO9
- Molecular weight
- 625.7 g/mol
- IUPAC name
- (1S,3S,5R,8S,10S,11R,13R,14E,16R,17R)-10-hydroxy-8-[(2S,3R,4E,6E,8E)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.03,5.011,13]henicos-14-ene-6,19-dione
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
168 papers- [Total synthesis of antitumor macrolide, rhizoxin and chemistry of acylsilane].Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan · 1997
- Natural products which interact with tubulin in the vinca domain: maytansine, rhizoxin, phomopsin A, dolastatins 10 and 15 and halichondrin B.Pharmacology & therapeutics · 1992
- Rhizoxin binding to tubulin at the maytansine-binding site.Biochimica et biophysica acta · 1987
- Rhizoxin resistant mutants with an altered beta-tubulin gene in Aspergillus nidulans.Molecular & general genetics : MGG · 1989
- Antimitotic rhizoxin derivatives from a cultured bacterial endosymbiont of the rice pathogenic fungus Rhizopus microsporus.Journal of the American Chemical Society · 2006
via PubMed
Wikidata facts
- Mass
- 625.325082084
Show 5 more facts
- canonical SMILES
- CC1C=CC2C(O2)(C(CC(OC(=O)C3C(O3)CC4CC1OC(=O)C4)C(C)C(C(=CC=CC(=CC5=COC(=N5)C)C)C)OC)O)C
- chemical formula
- C₃₅H₄₇NO₉
- subject has role
- antifungal
- isomeric SMILES
- C[C@@H]1/C=C/[C@@H]2[C@](O2)([C@H](C[C@H](OC(=O)[C@H]3[C@@H](O3)C[C@@H]4C[C@H]1OC(=O)C4)[C@H](C)[C@H](/C(=C/C=C/C(=C/C5=COC(=N5)C)/C)/C)OC)O)C
- found in taxon
- Rhizopus
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Biosynthesis
- Cytotoxic function
- Structure
- References
Rhizoxin is an antimitotic agent with anti-tumor activity. It is isolated from the fungus Rhizopus microsporus which causes rice seedling blight.
==Biosynthesis==
Excerpted from Wikipedia’s “Rhizoxin” article, available under the CC BY-SA 4.0 licence.